Digitonin

Names

[ Name ]:
Digitonin

[Synonym ]:
MFCD00077729
DigitoninGr
(2α,3β,5α,15β,25R)-2,15-Dihydroxyspirostan-3-yl β-D-glucopyranosyl-(1->3)-β-D-galactopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->;3)]-β-D-glucopyranosyl-(1->4)-β-D-galactopyranoside
β-D-Galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-D-glucopyranosyl-(1->3)-O-β-D-galactopyranosyl-(1->2)-O-[β-D-xylopyranosyl-(1->3)]-O-β-D-glucopy ranosyl-(1->4)-
galactopyranoside]
yl-(1.fwdarw.4)
β-D-galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-D-glucopyranosyl-(1->3)-O-β-D-galactopyranosyl-(1->2)-O-[β-D-xylopyranosyl-(1->3)]-O-β-D-glucopyranosyl-(1->4)-
(2a,3b,5a,15b,25R)-2,15-Dihydroxyspirostan-3-yl O-b-D-glucopyranosyl-(1®3)-O-b-D-galactopyranosyl-(1®2)-O-(b-D-xylopyranosyl-(1®3))-O-b-D-glucopyranosyl-(1®4)-b-D-galactopyranoside
EINECS 234-255-6
DIGITIN
(2α,3β,5α,15β,25R)-2,15-Dihydroxyspirostan-3-yl β-D-glucopyranosyl-(1->3)-β-D-galactopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->;3)]-β-D-glucopyranosyl-(1->4)-β-D-galactopyran 
oside
Digitonin,Digitin
Digitonin

Biological Activity

[Description]:

Digitonin, a glycoside obtained from Digitalis purpurea, could increase cell permeability by binding to cholesterol molecules and reduce tumor growth.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Natural Products >> Saccharides and Glycosides

[In Vitro]

Digitonin, a detergent that increases cell permeability by binding to cholesterol molecules in the cell membrane, can increase cisplatin accumulation and reduce tumour growth in vitro[1].

[In Vivo]

In the liver parenchyma the concentrations are of the same magnitude. Measured with the 133Xe-clearance technique, Digitonin does not alter the tumor blood flow. Digitonin enhances the tumor-growth retarding effect of CBDCA given intra-aterially at 5 mg/kg but not at 25 mg/kg[1].

[References]

[1]. Lindnér PG, et al. Digitonin enhances the efficacy of carboplatin in liver tumour after intra-arterial administration. Cancer Chemother Pharmacol. 1997;40(5):444-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Melting Point ]:
230-240ºC

[ Molecular Formula ]:
C₅₆H₉₂O₂₉

[ Molecular Weight ]:
1229.312

[ Exact Mass ]:
1228.572388

[ PSA ]:
454.67000

[ LogP ]:
-0.62

[ Index of Refraction ]:
1.660

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: IH2050050

CHEMICAL NAME :: Digitonin

CAS REGISTRY NUMBER :: 11024-24-1

BEILSTEIN REFERENCE NO. :: 0078654

LAST UPDATED :: 199701

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C56-H92-O29

MOLECULAR WEIGHT :: 1229.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 90 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD10 - Lethal Dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Yeast - Saccharomyces cerevisiae

DOSE/DURATION :: 250 ppb

REFERENCE :: ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 407,186,1983 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83375 No. of Facilities: 174 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1744 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83375 No. of Facilities: 104 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1495 (estimated) No. of Female Employees: 1234 (estimated)

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H311-H330

[ Precautionary Statements ]:
P260-P280-P284-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ Hazard Codes ]:
T

[ Risk Phrases ]:
R23/24/25

[ Safety Phrases ]:
S22-S28-S36/37-S45

[ RIDADR ]:
UN 3462

[ WGK Germany ]:
3

[ RTECS ]:
IH2050050

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
29389090

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